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Guaiane sesquiterpenes from seaweed Ulva fasciata Delile and their antibacterial properties

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Relation http://eprints.cmfri.org.in/10778/
 
Title Guaiane sesquiterpenes from seaweed Ulva fasciata Delile and their
antibacterial properties
 
Creator Chakraborty, Kajal
Lipton, A P
Paulraj, R
Chakraborty, Rekha D
 
Subject Bioactive compounds
Biochemistry
Seaweed
 
Description Two new guaiane sesquiterpene derivatives, guai-2-en-10a-ol (1) and guai-2-en-10a-methanol (2), were
chromatographically purified as major constituents of the CHCl3/CH3OH (1:1, v/v) soluble fraction of Ulva
fasciata. Acetylation of 2 furnished guai-2-en-10a-methyl methanoate (3) with acetyl group at C11
position. The structures of the compounds were elucidated using one and two-dimensional NMR and
mass spectrometric analysis. Compounds 2 and 3 exhibited significant inhibition to the growth of Vibrio
parahaemolyticus with minimum inhibitory concentrations of 25 and 35 mg/mL, respectively. The electronegative
C10 acetyl group with high polarisability (7.02� 10�24 cm3) in 3 appeared to withdraw
electron cloud from substituted cycloheptyl ring and (R)-3-methylcyclohept-1-ene moiety, thus acting as
the nucleophilic center of the molecule resulting in high bioactivity.
 
Publisher Elsevier
 
Date 2010
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/10778/1/European%20Journal%20of%20Medicinal%20Chemistry_45_2010_Kajal%20Chakraborty.pdf
Chakraborty, Kajal and Lipton, A P and Paulraj, R and Chakraborty, Rekha D (2010) Guaiane sesquiterpenes from seaweed Ulva fasciata Delile and their antibacterial properties. European Journal of Medicinal Chemistry, 45. pp. 2237-2244.